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Regioselective synthesis of 1,3-thiazines by sequential 4-oxothiazolidine to 1,2-dithiole to 1,3-thiazine transformations : role of intramolecular non-bonded S...O interactions

  • A new synthetic approach to 2,3-dihydro-4H-1,3-thiazine derivatives based upon reductive rearrangement of 1,2- dithiole-3-ylidene thiones has been developed. In turn, the 1,2-dithiole derivatives were prepared by an efficient ring- opening-closing process of 2-alkylidene-4-oxothiazolidines, induced in the presence of Lawesson's reagent by intramolecular non-bonded 1,5-type S...O interactions in the 4-oxothiazolidine precursors.

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Author:Aleksandar Rasovic, Peter J. Steel, Erich Kleinpeter, Rade Markovic
URL:http://www.sciencedirect.com/science/journal/00404020
DOI:https://doi.org/10.1016/j.tet.2006.12.075
Document Type:Article
Language:English
Year of first Publication:2007
Year of Completion:2007
Release Date:2017/03/24
Source:Tetrahedron. - 63 (2007), 9, S. 1937 - 1945
Organizational units:Mathematisch-Naturwissenschaftliche Fakultät / Institut für Chemie
Peer Review:Referiert